Practical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones

dc.contributor.authorKaranfil A.
dc.contributor.authorEskici M.
dc.date.accessioned2025-04-10T11:08:17Z
dc.date.available2025-04-10T11:08:17Z
dc.date.issued2017
dc.description.abstractPractical and economical synthesis of synthetically valuable 3,3,3-triethoxypropyne, ketal protected phenyl and methyl substituents prop-2-ynones is described. Bromination and subsequent 18-crown-6 catalyzed elimination of triethylorthoacrylate and ketal protected terminal alkenes with methyl and phenyl substituent which are inturn readily available from triethylorthopropionate, 3-chlorobutan-2-one and propiophenone afforded multigram quantities (>10 g) of corresponding functionalized terminal alkynes. Exploration of the synthetic utility of these alkynes is also demonstrated by the acetylenic substitution of the phenylalaninol derived 1,2-cyclic sulfamidate to deliver chiral alkynylated amines. © 2017 Taylor & Francis.
dc.identifier.DOI-ID10.1080/00397911.2017.1376334
dc.identifier.urihttp://hdl.handle.net/20.500.14701/47915
dc.publisherTaylor and Francis Inc.
dc.titlePractical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones
dc.typeArticle

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